2657-25-2
2657-25-2 結(jié)構(gòu)式
基本信息
2-BENZYLIDENE-4'-HYDROXYACETOPHENONE
4'-HYDROXYCHALCONE
BENZYLIDENE-(4-HYDROXYACETOPHENONE)
BENZYLIDENE-4'-HYDROXYACETOPHENONE
HYDROXYCHALCONE, 4'-
4'-Hydroxychalcone,97%
4'-Hydroxychalcone 98%
HYDROXYCHALCONE, 4-(RG)
4'-Hydroxychalcone98%
1-(4-Hydroxyphenyl)-3-phenyl-2-propen-1-one
1-(p-Hydroxyphenyl)-3-phenyl-2-propene-1-one
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法
100-52-7
99-93-4
2657-25-2
向反應(yīng)瓶中加入對(duì)羥基苯乙酮（1 mmol）和苯甲醛（表2中2 mmol；表3中1 mmol），以及Mo10V2/SiO2催化劑（負(fù)載量為40 wt%，其中Mo10V2占19-32.5 wt%，ICP分析結(jié)果顯示Mo含量略低于制備時(shí)的化學(xué)計(jì)量預(yù)期，具體為0.06 g，即0.010 mol/mol Mo10V2相對(duì)于底物酮）。將混合物在50℃下攪拌反應(yīng)適當(dāng)時(shí)間。反應(yīng)進(jìn)程通過薄層色譜（TLC）監(jiān)控，使用正己烷/乙酸乙酯（10:4，v/v）作為洗脫劑。反應(yīng)完成后，向反應(yīng)混合物中加入乙醚（2×10 mL），過濾分離催化劑。催化劑經(jīng)洗滌干燥后可重復(fù)使用。濾液經(jīng)減壓濃縮除去溶劑后，通過柱色譜分離得到純的1-(4-羥基苯基)-3-苯基丙-2-烯-1-酮。
參考文獻(xiàn)：
[1] Journal of the American Chemical Society, 2018, vol. 140, # 3, p. 1011 - 1018
[2] Monatshefte fur Chemie, 2013, vol. 144, # 3, p. 361 - 367
[3] Journal of the Chilean Chemical Society, 2013, vol. 58, # 3, p. 1926 - 1929
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 8, p. 682 - 687
[5] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 578 - 587
常見問題列表
| Target | Value |
|
NF-κB
() |
4'-Hydroxychalcone (20-40 μM ; 2 hours) inhibits TNFα-induced (20 ng/mL; 6 hours) NF-kB pathway activation in a dose-dependent manner.
4'-Hydroxychalcone (0.1-25 μM ; 8 hours) inhibits proteasome activity in a dose-dependent manner but has no effect on IKK activity.
4'-Hydroxychalcone inhibits TNFα-dependent degradation of IkBα and subsequently prevents p50/p65 nuclear translocation leading to 4'-Hydroxychalcone-inhibited expression of NF-kB target genes.
4'-Hydroxychalcone affects cancer cell viability but has no significant effect on non-transformed cell viability.
Cell Viability Assay
| Cell Line: | K562 cells, Jurkat cells, U937 cells, PBMCs |
| Concentration: | 5 μM, 10 μM, 20 μM, 24 μM, 28 μM, 32 μM, 40 μM, 60 μM |
| Incubation Time: | 24 hours |
| Result: | Affected cancer cell viability but has no significant effect on non-transformed cell viability. |
Western Blot Analysis
| Cell Line: | Jurkat cells |
| Concentration: | 60 μM (followed by TNFα 20 ng/mL ) |
| Incubation Time: | 2 hours |
| Result: | Inhibited TNFα -dependent degradation of IkBα and prevents p50/p65 nuclear translocation. |
4'-Hydroxychalcone has hepatoprotective activity against Acetaminophen induced hepatotoxicity in mice.
| Animal Model: | Male albino mice(5-30 g) |
| Dosage: | 25 mg/kg, 50 mg/kg, 100 mg/kg |
| Administration: | Oral administration, 12h intervals, 4 doses |
| Result: | Significantly reduced the mortality rate induced by Acetaminophen (1 g/kg). |